Book Exclusive Headingley Vacation Packages

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Headingley flight + hotel packages

Prices and availability subject to change. Additional terms may apply.
Humphry Inn & Suites

Humphry Inn & Suites

2.5 out of 5
Downtown Winnipeg
per person
May 28 - May 31
Roundtrip flight included
Edmonton (YEG) to Winnipeg (YWG)
Stay at this business-friendly hotel in Winnipeg. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canada Life Centre and Polo Park are located nearby. Discover genuine guest reviews for Humphry Inn & Suites, in Downtown Winnipeg neighborhood, along with the latest prices and availability – book now.
Canad Inns Destination Centre Club Regent Casino Hotel

Canad Inns Destination Centre Club Regent Casino Hotel

3 out of 5
Transcona
per person
May 28 - May 31
Roundtrip flight included
Edmonton (YEG) to Winnipeg (YWG)
Stay at this 3-star business-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Canada Life Centre and Club Regent Casino are located nearby. Discover genuine guest reviews for Canad Inns Destination Centre Club Regent Casino Hotel, in Transcona neighborhood, along with the latest prices and availability – book now.
Canad Inns Destination Centre Polo Park

Canad Inns Destination Centre Polo Park

3 out of 5
Polo Park
per person
May 28 - May 31
Roundtrip flight included
Edmonton (YEG) to Winnipeg (YWG)
Stay at this 3-star business-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Polo Park and Canada Life Centre are located nearby. Discover genuine guest reviews for Canad Inns Destination Centre Polo Park, in Polo Park neighborhood, along with the latest prices and availability – book now.
Canad Inns Destination Centre Garden City

Canad Inns Destination Centre Garden City

3 out of 5
Leila-McPhillips Triangle
per person
May 28 - May 31
Roundtrip flight included
Edmonton (YEG) to Winnipeg (YWG)
Stay at this 3-star family-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and private pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canada Life Centre and Polo Park are located nearby. Discover genuine guest reviews for Canad Inns Destination Centre Garden City, in Leila-McPhillips Triangle neighborhood, along with the latest prices and availability – book now.
Canad Inns Destination Centre Fort Garry

Canad Inns Destination Centre Fort Garry

3 out of 5
Fort Garry
per person
May 28 - May 31
Roundtrip flight included
Edmonton (YEG) to Winnipeg (YWG)
Stay at this family-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Polo Park and Canada Life Centre are located nearby. Discover genuine guest reviews for Canad Inns Destination Centre Fort Garry, in Fort Garry neighborhood, along with the latest prices and availability – book now.

Top Headingley hotels deals

Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West

2 out of 5
4400 Portage Avenue, Hwy 101 North, Headingley, MB
Free cancellation
Reserve now, pay when you stay
The price is CA $130 per night
CA $130
per night
Apr. 28 - Apr. 29
Stay at this motel in Headingley. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John Blumberg Softball Complex and John Blumberg Golf Course are located nearby. Discover genuine guest reviews for Motel 6 Headingley, MB - Winnipeg West along with the latest prices and availability – book now.
Pet-friendly
Parking included
Best Western Plus Winnipeg West

Best Western Plus Winnipeg West

2.5 out of 5
4140 Portage Avenue, Headingley, MB
Free cancellation
Reserve now, pay when you stay
The price is CA $161 per night
CA $161
per night
May 8 - May 9
Stay at this business-friendly hotel in Headingley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions BellMTS Iceplex and Red River Exhibition Park are located nearby. Discover genuine guest reviews for Best Western Plus Winnipeg West along with the latest prices and availability – book now.
Hot tub
Pet-friendly
Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg

3 out of 5
1808 Wellington Ave, Winnipeg, MB
Free cancellation
Reserve now, pay when you stay
The price is CA $183 per night
CA $183
per night
May 3 - May 4
Stay at this family-friendly hotel in Winnipeg. Enjoy free WiFi, free water park access, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Polo Park and Canada Life Centre are located nearby. Discover genuine guest reviews for Victoria Inn Hotel and Convention Centre Winnipeg, in St. James neighborhood, along with the latest prices and availability – book now.
Hot tub
Pet-friendly
The Fairmont Winnipeg

The Fairmont Winnipeg

4 out of 5
2 Lombard Pl, Winnipeg, MB
Free cancellation
Reserve now, pay when you stay
The price is CA $199 per night
CA $199
per night
May 5 - May 6
Stay at this business-friendly hotel in Winnipeg. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canada Life Centre and Polo Park are located nearby. Discover genuine guest reviews for The Fairmont Winnipeg, in Exchange District neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Pool
Lakeview Signature, Trademark Collection by Wyndham

Lakeview Signature, Trademark Collection by Wyndham

3 out of 5
1999 Wellington Ave, Winnipeg, MB
Free cancellation
Reserve now, pay when you stay
The price is CA $145 per night
CA $145
per night
Apr. 28 - Apr. 29
Stay at this business-friendly hotel in Winnipeg. Enjoy free WiFi, 2 bars/lounges, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Polo Park and Canada Life Centre are located nearby. Discover genuine guest reviews for Lakeview Signature, Trademark Collection by Wyndham along with the latest prices and availability – book now.
Pet-friendly
Breakfast available
Humphry Inn & Suites

Humphry Inn & Suites

2.5 out of 5
260 Main Street, Winnipeg, MB
Free cancellation
Reserve now, pay when you stay
The price is CA $154 per night
CA $154
per night
May 26 - May 27
Stay at this business-friendly hotel in Winnipeg. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canada Life Centre and Polo Park are located nearby. Discover genuine guest reviews for Humphry Inn & Suites, in Downtown Winnipeg neighborhood, along with the latest prices and availability – book now.
Breakfast included
Parking available
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Image for Red River Exhibition Park

Red River Exhibition Park

4.5/5(5 reviews)

Learn about the local history of Headingley with a stop at Red River Exhibition Park. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Red River Exhibition Park
Image for BellMTS Iceplex

BellMTS Iceplex

4.5/5(2 reviews)

You can take time to visit BellMTS Iceplex during your travels to Headingley. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

BellMTS Iceplex
Image for John Blumberg Golf Course

John Blumberg Golf Course

5/5(1 review)

Enjoy a round of golf in Headingley at John Blumberg Golf Course. Experience the area's fascinating museums or attend a sporting event.

John Blumberg Golf Course

Headingley Vacations

Are you set for your next big adventure? Make sure you don't miss out on any action in Headingley by brushing up on a couple of facts about it before you go.

This neighborhood sits 10 miles (16 kilometers) west of the center of Winnipeg, the provincial capital of Manitoba.

At last count, the population of Winnipeg was 650,000.

Hotels in Headingley

After a long day exploring Headingley, you'll need somewhere cozy to get some shut-eye. While it's tough to find a place to stay in the heart of this neighborhood, you can lock in a room at one of the 4 properties a quick drive away.

The Park West Inn (525 Dale Boulevard) and the Motel 6 Headingley-Winnipeg West (4400 Portage Avenue) are excellent bases for checking out everything this neighborhood has to offer.

Places to visit in Headingley

Venturing out on the green is a fantastic way to enjoy the fresh air and have a blast. Sharpen up your skills with a friendly round at John Blumberg Golf Course. And that's not all there is. Whether you're a pinball expert or a compete newbie, Thunder Rapids Fun Park has a wicked choice of arcade machines and activities to suit all ages.

Where do you fly into for Headingley?

Put your seat in the upright position and get ready to touch down at Winnipeg James Armstrong Richardson International Airport (YWG). This is the closest terminal and it's approximately 7 miles (11 kilometers) east from the middle of Headingley. Pick up your bags and start having some fun!

Frequently asked questions

How much are vacation packages to Headingley?
Travelocity has great package deals to Headingley, including hotels and flights, starting from as low as CA $384. With the cash you save, you could throw in some cool tours or maybe also add a couple of extra nights to your exciting adventure.
Where can I get the best vacation package deals for Headingley?
There are awesome Headingley package deals to be gained with Travelocity. Did you know we partner with 400 airlines and 665,000 properties around the world? Keep this in mind the next time you’re ready to cross another place off the old bucket list.
Why should I book my Headingley vacation package via Travelocity?
With first-rate service, 24/7 customer support and some of the most perfect getaways on offer, you’ll never wander alone. And if you find a lower price, we’ll match it. That’s our Price Match Guarantee.
Will I save money on my Headingley car rental if I book it with hotels and flights?
You can with our Headingley vacation packages. With one of these, there are lots of ways to stretch your travel budget further. Bundle any two or more car, hotel, flight and tour bookings and watch your savings pile up. With a rental car, all the popular sights in and around Headingley are a fun road trip away.
What is the best time of year to go to Headingley?
Go on vacation in and spend more of your money on amazing experiences, not your hotel. This is the least costly month to book a stay. Prices are at their most expensive in , so avoid this time if you want to save. are the high season months in Headingley. You’ll need to book well before you go and be ready to pay higher prices. are the least popular months to visit.
What is there to do in Headingley?
While exploring Headingley, don’t forget to stop by BellMTS Iceplex and Red River Exhibition Park. It’s hard to get bored here!
Where should I stay when visiting Headingley?
After a wonderful day of sightseeing around Headingley, hit the hay at the Best Western Plus Winnipeg West. This terrific option has everything you need for a comfortable stay.
Can I go on vacation to Headingley at this time?
Learn all the info that’s important relating to travel restrictions and quarantine policies ahead of your journey to Headingley. Our Covid-19 Travel Advisor is full of advice to help make your vacation relaxed and stress-free.